KR20010080598A - 루테늄 착물의 제조 방법 - Google Patents

루테늄 착물의 제조 방법 Download PDF

Info

Publication number: KR20010080598A
Authority: KR; South Korea
Prior art keywords: formula; reaction; rux; hydrogen; diene
Prior art date: 1998-11-27

Application number

KR1020017006616A

Other languages

English (en)

Korean (ko)

Inventor

페터 쉬바브

미카엘 슐츠

유스틴 볼프

헬무트 베르너

Original Assignee

스타르크, 카르크

바스프 악티엔게젤샤프트

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1998-11-27

Filing date

1999-11-23

Publication date

2001-08-22

1999-11-23 Application filed by 스타르크, 카르크, 바스프 악티엔게젤샤프트 filed Critical 스타르크, 카르크

2001-08-22 Publication of KR20010080598A publication Critical patent/KR20010080598A/ko

Links

238000000034 method Methods 0.000 title claims abstract description 18
150000003303 ruthenium Chemical class 0.000 title abstract description 9
238000006243 chemical reaction Methods 0.000 claims abstract description 26
239000003446 ligand Substances 0.000 claims abstract description 20
239000001257 hydrogen Substances 0.000 claims abstract description 17
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
-1 aliphatic secondary alcohols Chemical class 0.000 claims abstract description 13
150000001993 dienes Chemical class 0.000 claims abstract description 10
239000000203 mixture Substances 0.000 claims abstract description 9
239000012327 Ruthenium complex Substances 0.000 claims abstract description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
230000008569 process Effects 0.000 claims abstract description 5
239000002904 solvent Substances 0.000 claims abstract description 5
125000003837 (C1-C20) alkyl group Chemical group 0.000 claims abstract description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims abstract description 4
125000000129 anionic group Chemical group 0.000 claims abstract description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 11
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 9
239000011541 reaction mixture Substances 0.000 claims description 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
238000004519 manufacturing process Methods 0.000 claims description 5
125000006736 (C6-C20) aryl group Chemical group 0.000 claims description 4
150000003003 phosphines Chemical class 0.000 claims description 4
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical group 0.000 claims description 3
150000003335 secondary amines Chemical class 0.000 claims description 3
150000003512 tertiary amines Chemical class 0.000 claims description 3
229910001617 alkaline earth metal chloride Inorganic materials 0.000 claims description 2
239000012752 auxiliary agent Substances 0.000 claims description 2
150000001875 compounds Chemical class 0.000 claims description 2
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
125000000962 organic group Chemical group 0.000 claims description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 1
238000002360 preparation method Methods 0.000 abstract description 4
230000009467 reduction Effects 0.000 abstract description 3
125000003118 aryl group Chemical group 0.000 abstract description 2
230000007935 neutral effect Effects 0.000 abstract description 2
239000002671 adjuvant Substances 0.000 abstract 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
239000003054 catalyst Substances 0.000 description 10
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 8
XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 8
238000005649 metathesis reaction Methods 0.000 description 8
150000001336 alkenes Chemical class 0.000 description 6
239000002585 base Substances 0.000 description 6
230000015572 biosynthetic process Effects 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 6
239000007858 starting material Substances 0.000 description 5
QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 4
238000005865 alkene metathesis reaction Methods 0.000 description 4
229910000073 phosphorus hydride Inorganic materials 0.000 description 4
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
229910000288 alkali metal carbonate Inorganic materials 0.000 description 3
150000008041 alkali metal carbonates Chemical class 0.000 description 3
229910052784 alkaline earth metal Inorganic materials 0.000 description 3
239000007789 gas Substances 0.000 description 3
125000002524 organometallic group Chemical group 0.000 description 3
230000001681 protective effect Effects 0.000 description 3
238000007152 ring opening metathesis polymerisation reaction Methods 0.000 description 3
229910052707 ruthenium Inorganic materials 0.000 description 3
239000007787 solid Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
239000000725 suspension Substances 0.000 description 3
RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 description 2
125000004169 (C1-C6) alkyl group Chemical group 0.000 description 2
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
238000010535 acyclic diene metathesis reaction Methods 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
238000001035 drying Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
125000000524 functional group Chemical group 0.000 description 2
239000002638 heterogeneous catalyst Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 2
QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
239000002243 precursor Substances 0.000 description 2
WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 2
125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 1
GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
101150065749 Churc1 gene Proteins 0.000 description 1
102100038239 Protein Churchill Human genes 0.000 description 1
KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
239000002253 acid Chemical group 0.000 description 1
239000005456 alcohol based solvent Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000002355 alkine group Chemical group 0.000 description 1
239000002168 alkylating agent Substances 0.000 description 1
229940100198 alkylating agent Drugs 0.000 description 1
125000001118 alkylidene group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical class [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
150000001943 cyclopropenes Chemical class 0.000 description 1
230000009849 deactivation Effects 0.000 description 1
XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
238000007323 disproportionation reaction Methods 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000002815 homogeneous catalyst Substances 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
229910052809 inorganic oxide Inorganic materials 0.000 description 1
238000002955 isolation Methods 0.000 description 1
229910001629 magnesium chloride Inorganic materials 0.000 description 1
TWXDDNPPQUTEOV-FVGYRXGTSA-N methamphetamine hydrochloride Chemical compound Cl.CN[C@@H](C)CC1=CC=CC=C1 TWXDDNPPQUTEOV-FVGYRXGTSA-N 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
229910000476 molybdenum oxide Inorganic materials 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 1
229940049964 oleate Drugs 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
DYIZHKNUQPHNJY-UHFFFAOYSA-N oxorhenium Chemical compound [Re]=O DYIZHKNUQPHNJY-UHFFFAOYSA-N 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
125000002577 pseudohalo group Chemical group 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
229910003449 rhenium oxide Inorganic materials 0.000 description 1
238000006798 ring closing metathesis reaction Methods 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
150000003304 ruthenium compounds Chemical class 0.000 description 1
YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 description 1
230000007017 scission Effects 0.000 description 1
150000003333 secondary alcohols Chemical class 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
230000002269 spontaneous effect Effects 0.000 description 1
239000010959 steel Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
150000003510 tertiary aliphatic amines Chemical class 0.000 description 1
150000003623 transition metal compounds Chemical class 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
229910001930 tungsten oxide Inorganic materials 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
238000005406 washing Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0046—Ruthenium compounds

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Catalysts (AREA)

KR1020017006616A 1998-11-27 1999-11-23 루테늄 착물의 제조 방법 KR20010080598A (ko)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE19854869A DE19854869A1 (de)	1998-11-27	1998-11-27	Verfahren zur Herstellung von Rutheniumkomplexen
DE19854869.9		1998-11-27
PCT/EP1999/009040 WO2000032614A1 (de)	1998-11-27	1999-11-23	Verfahren zur herstellung von rutheniumkomplexen

Publications (1)

Publication Number	Publication Date
KR20010080598A true KR20010080598A (ko)	2001-08-22

Family

ID=7889290

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
KR1020017006616A KR20010080598A (ko)	1998-11-27	1999-11-23	루테늄 착물의 제조 방법

Country Status (9)

Country	Link
EP (1)	EP1133502A1 (id)
JP (1)	JP2002531461A (id)
KR (1)	KR20010080598A (id)
CN (1)	CN1331696A (id)
AU (1)	AU1653400A (id)
CA (1)	CA2352377A1 (id)
DE (1)	DE19854869A1 (id)
ID (1)	ID29912A (id)
WO (1)	WO2000032614A1 (id)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US8501975B2 (en)	2008-04-08	2013-08-06	Evonik Degussa Gmbh	Method for manufacturing ruthenium carbene complexes
DE102009053392A1 (de) *	2009-11-14	2011-06-22	Umicore AG & Co. KG, 63457	Verfahren zur Herstellung von Ru(0) Olefin-Komplexen
EP2778154A1 (de)	2013-03-13	2014-09-17	Evonik Industries AG	In situ Generierung von Ruthenium-Katalysatoren zur Olefin-Metathese
EP2933274A1 (de)	2014-04-16	2015-10-21	Evonik Degussa GmbH	Verfahren zur Herstellung von Polymeren mittels ringöffnender Polymerisation

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE59708768D1 (de) *	1996-11-01	2003-01-02	Ciba Sc Holding Ag	Verfahren zur Herstellung von Katalysatoren
DE19736609A1 (de) *	1997-08-22	1999-02-25	Basf Ag	Verfahren zur Herstellung von Rutheniumkomplexen

1998
- 1998-11-27 DE DE19854869A patent/DE19854869A1/de not_active Withdrawn
1999
- 1999-11-23 AU AU16534/00A patent/AU1653400A/en not_active Abandoned
- 1999-11-23 CN CN99814888A patent/CN1331696A/zh active Pending
- 1999-11-23 WO PCT/EP1999/009040 patent/WO2000032614A1/de not_active Application Discontinuation
- 1999-11-23 CA CA002352377A patent/CA2352377A1/en not_active Abandoned
- 1999-11-23 KR KR1020017006616A patent/KR20010080598A/ko not_active Application Discontinuation
- 1999-11-23 ID IDW00200101140A patent/ID29912A/id unknown
- 1999-11-23 EP EP99959310A patent/EP1133502A1/de not_active Ceased
- 1999-11-23 JP JP2000585255A patent/JP2002531461A/ja not_active Withdrawn

Also Published As

Publication number	Publication date
ID29912A (id)	2001-10-25
EP1133502A1 (de)	2001-09-19
CA2352377A1 (en)	2000-06-08
JP2002531461A (ja)	2002-09-24
WO2000032614A1 (de)	2000-06-08
CN1331696A (zh)	2002-01-16
DE19854869A1 (de)	2000-05-31
AU1653400A (en)	2000-06-19

Publication	Publication Date	Title
US6504041B2 (en)	2003-01-07	Synthesis of ruthenium or osmium metathesis catalysts
CA2502342C (en)	2012-06-19	Ruthenium complexes as (pre)catalysts for metathesis reactions
US7026495B1 (en)	2006-04-11	Chelating carbene ligand precursors and their use in the synthesis of metathesis catalysts
JP5787751B2 (ja)	2015-09-30	ルテニウムカルベン錯体を製造するための方法
US6500975B1 (en)	2002-12-31	Cationic ruthenium complexes, their production and their use
WO2002079208A2 (en)	2002-10-10	One-pot synthesis of group 8 transition metal carbene complexes useful as olefin metathesis catalysts
CA2298943A1 (en)	2000-08-22	Preparation of substituted olefins
KR20010080598A (ko)	2001-08-22	루테늄 착물의 제조 방법
US6232482B1 (en)	2001-05-15	Method for producing ruthenium complexes
JP2004506644A (ja)	2004-03-04	カルベノイド含有ルテニウム錯体
MXPA01005198A (en)	2002-05-09	Method of producing ruthenium complexes
JP4063886B6 (ja)	2008-06-18	ルテニウムまたはオスミウムメタセシス触媒の合成
MXPA00001400A (en)	2001-05-17	Method for producing ruthenium complexes

Legal Events

Date	Code	Title	Description
2004-11-24	WITN	Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid